diff --git a/doc/release_history.html b/doc/release_history.html
index 6e8037221..c7744ecbb 100644
--- a/doc/release_history.html
+++ b/doc/release_history.html
@@ -45,6 +45,7 @@ <h2>1.87.0</h2>
   <li>As was announced in 1.84.0, Windows versions prior to 10 are no longer supported.</li>
   <li>On Windows, <code>canonical</code> is now based on the <code>GetFinalPathNameByHandleW</code> WinAPI function. As a side effect, drive letters are converted to upper case, which makes the resulting paths more interoperable. (<a href="https://github.com/boostorg/filesystem/issues/325">#325</a>)</li>
   <li><b>v4:</b> <code>canonical</code> no longer produces a trailing directory separator in the resulting path, if the input path has one.</li>
+  <li>If a <code>path</code> constructor or member function is called with an argument of a user-defined type that is convertible to <code>path</code> and one or more <a href="reference.html#Source"><code>Source</code></a> types, the conversion to <code>path</code> is now chosen by default. This may resolve argument conversion ambiguities in some cases, but may also result in a less optimal conversion path. If a different conversion path is desired, users are recommended to use explicit type casts. (<a href="https://github.com/boostorg/filesystem/issues/326">#326</a>)</li>
 </ul>
 
 <h2>1.86.0</h2>
diff --git a/include/boost/filesystem/detail/path_traits.hpp b/include/boost/filesystem/detail/path_traits.hpp
index 416c07378..1a6f6a486 100644
--- a/include/boost/filesystem/detail/path_traits.hpp
+++ b/include/boost/filesystem/detail/path_traits.hpp
@@ -25,6 +25,7 @@
 #include <boost/assert.hpp>
 #include <boost/system/error_category.hpp>
 #include <boost/iterator/is_iterator.hpp>
+#include <boost/filesystem/detail/type_traits/negation.hpp>
 #include <boost/filesystem/detail/type_traits/conjunction.hpp>
 #if defined(BOOST_FILESYSTEM_DETAIL_CXX23_STRING_VIEW_HAS_IMPLICIT_RANGE_CTOR)
 #include <boost/filesystem/detail/type_traits/disjunction.hpp>
@@ -48,6 +49,7 @@ namespace filesystem {
 
 BOOST_FILESYSTEM_DECL system::error_category const& codecvt_error_category() noexcept;
 
+class path;
 class directory_entry;
 
 namespace detail {
@@ -501,9 +503,8 @@ no_type check_convertible(...);
 
 } // namespace is_convertible_to_path_source_impl
 
-//! The type trait indicates whether the type has a conversion path to one of the path source types
 template< typename T >
-struct is_convertible_to_path_source :
+struct check_is_convertible_to_path_source :
     public std::integral_constant<
         bool,
         sizeof(is_convertible_to_path_source_impl::check_convertible(std::declval< T const& >())) == sizeof(yes_type)
@@ -511,6 +512,25 @@ struct is_convertible_to_path_source :
 {
 };
 
+/*!
+ * \brief The type trait indicates whether the type has a conversion path to one of the path source types.
+ *
+ * \note The type trait returns `false` if the type is convertible to `path`. This prevents testing other
+ *       conversion paths and forces the conversion to `path` to be chosen instead, to invoke a non-template
+ *       member of `path` accepting a `path` argument.
+ */
+template< typename T >
+struct is_convertible_to_path_source :
+    public std::integral_constant<
+        bool,
+        detail::conjunction<
+            detail::negation< std::is_convertible< T, path > >,
+            check_is_convertible_to_path_source< T >
+        >::value
+    >
+{
+};
+
 #else // !defined(BOOST_FILESYSTEM_DETAIL_CXX23_STRING_VIEW_HAS_IMPLICIT_RANGE_CTOR)
 
 // Note: We use separate checks for convertibility to std::string_view and other types to avoid ambiguity with an implicit range constructor
@@ -529,7 +549,7 @@ no_type check_convertible(...);
 } // namespace is_convertible_to_std_string_view_impl
 
 template< typename T >
-struct is_convertible_to_std_string_view :
+struct check_is_convertible_to_std_string_view :
     public std::integral_constant<
         bool,
         sizeof(is_convertible_to_std_string_view_impl::check_convertible(std::declval< T const& >())) == sizeof(yes_type)
@@ -553,7 +573,7 @@ no_type check_convertible(...);
 } // namespace is_convertible_to_path_source_non_std_string_view_impl
 
 template< typename T >
-struct is_convertible_to_path_source_non_std_string_view :
+struct check_is_convertible_to_path_source_non_std_string_view :
     public std::integral_constant<
         bool,
         sizeof(is_convertible_to_path_source_non_std_string_view_impl::check_convertible(std::declval< T const& >())) == sizeof(yes_type)
@@ -561,14 +581,23 @@ struct is_convertible_to_path_source_non_std_string_view :
 {
 };
 
-//! The type trait indicates whether the type has a conversion path to one of the path source types
+/*!
+ * \brief The type trait indicates whether the type has a conversion path to one of the path source types.
+ *
+ * \note The type trait returns `false` if the type is convertible to `path`. This prevents testing other
+ *       conversion paths and forces the conversion to `path` to be chosen instead, to invoke a non-template
+ *       member of `path` accepting a `path` argument.
+ */
 template< typename T >
 struct is_convertible_to_path_source :
     public std::integral_constant<
         bool,
-        detail::disjunction<
-            is_convertible_to_std_string_view< T >,
-            is_convertible_to_path_source_non_std_string_view< T >
+        detail::conjunction<
+            detail::negation< std::is_convertible< T, path > >,
+            detail::disjunction<
+                check_is_convertible_to_std_string_view< T >,
+                check_is_convertible_to_path_source_non_std_string_view< T >
+            >
         >::value
     >
 {
diff --git a/test/path_test.cpp b/test/path_test.cpp
index 4ac419cbd..c51009b6d 100644
--- a/test/path_test.cpp
+++ b/test/path_test.cpp
@@ -136,6 +136,43 @@ class convertible_to_path
     operator fs::path() const { return m_path; }
 };
 
+//! Test type to verify that the conversion to path is preferred (https://github.com/boostorg/filesystem/issues/326)
+class convertible_to_path_and_strings
+{
+private:
+    fs::path m_path;
+
+public:
+    convertible_to_path_and_strings() {}
+    convertible_to_path_and_strings(convertible_to_path_and_strings const& that) : m_path(that.m_path) {}
+    template< typename T >
+    convertible_to_path_and_strings(T const& that) : m_path(that) {}
+
+    convertible_to_path_and_strings& operator= (convertible_to_path_and_strings const& that)
+    {
+        m_path = that.m_path;
+        return *this;
+    }
+    template< typename T >
+    convertible_to_path_and_strings& operator= (T const& that)
+    {
+        m_path = that;
+        return *this;
+    }
+
+    operator fs::path() const { return m_path; }
+    operator const fs::path::value_type*() const
+    {
+#if defined(BOOST_WINDOWS_API)
+        return L"[invalid path]";
+#else
+        return "[invalid path]";
+#endif
+    }
+    operator fs::path::string_type() const { return fs::path::string_type(static_cast< const fs::path::value_type* >(*this)); }
+};
+
+
 template< typename Char >
 class basic_custom_string
 {
@@ -2188,6 +2225,7 @@ void construction_tests()
 
     PATH_TEST_EQ(derived_from_path("foo"), "foo");
     PATH_TEST_EQ(convertible_to_path("foo"), "foo");
+    PATH_TEST_EQ(convertible_to_path_and_strings("foo"), "foo");
     PATH_TEST_EQ(fs::path(pcustom_string("foo")), "foo");
     PATH_TEST_EQ(boost::string_view("foo"), "foo");
 #if !defined(BOOST_NO_CXX17_HDR_STRING_VIEW)
@@ -2204,9 +2242,9 @@ void construction_tests()
 
 #if !defined(BOOST_NO_CXX17_HDR_STRING_VIEW)
 #define APPEND_TEST_STD_STRING_VIEW(appnd, expected)\
-        path p6(p);\
-        p6 /= std::string_view(appnd);\
-        PATH_TEST_EQ(p6, expected);
+        path p7(p);\
+        p7 /= std::string_view(appnd);\
+        PATH_TEST_EQ(p7, expected);
 #else
 #define APPEND_TEST_STD_STRING_VIEW(appnd, expected)
 #endif
@@ -2229,15 +2267,18 @@ void construction_tests()
         p3 /= convertible_to_path(appnd);\
         PATH_TEST_EQ(p3, expected);\
         path p4(p);\
-        p4 /= pcustom_string(appnd);\
+        p4 /= convertible_to_path_and_strings(appnd);\
         PATH_TEST_EQ(p4, expected);\
         path p5(p);\
-        p5 /= boost::string_view(appnd);\
+        p5 /= pcustom_string(appnd);\
         PATH_TEST_EQ(p5, expected);\
+        path p6(p);\
+        p6 /= boost::string_view(appnd);\
+        PATH_TEST_EQ(p6, expected);\
         APPEND_TEST_STD_STRING_VIEW(appnd, expected)\
-        path p7(p);\
-        p7.append(s.begin(), s.end());\
-        PATH_TEST_EQ(p7.string(), expected);\
+        path p8(p);\
+        p8.append(s.begin(), s.end());\
+        PATH_TEST_EQ(p8.string(), expected);\
     }
 
 void append_tests()
@@ -2350,9 +2391,9 @@ void append_tests()
 
 #if !defined(BOOST_NO_CXX17_HDR_STRING_VIEW)
 #define CONCAT_TEST_STD_STRING_VIEW(appnd, expected)\
-        path p9(p);\
-        p9 += std::string_view(appnd);\
-        PATH_TEST_EQ(p9, expected);
+        path p10(p);\
+        p10 += std::string_view(appnd);\
+        PATH_TEST_EQ(p10, expected);
 #else
 #define CONCAT_TEST_STD_STRING_VIEW(appnd, expected)
 #endif
@@ -2380,15 +2421,18 @@ void append_tests()
         p6 += convertible_to_path(appnd);\
         PATH_TEST_EQ(p6, expected);\
         path p7(p);\
-        p7 += pcustom_string(appnd);\
+        p7 += convertible_to_path_and_strings(appnd);\
         PATH_TEST_EQ(p7, expected);\
         path p8(p);\
-        p8 += boost::string_view(appnd);\
+        p8 += pcustom_string(appnd);\
         PATH_TEST_EQ(p8, expected);\
+        path p9(p);\
+        p9 += boost::string_view(appnd);\
+        PATH_TEST_EQ(p9, expected);\
         CONCAT_TEST_STD_STRING_VIEW(appnd, expected)\
-        path p10(p);\
-        p10.concat(s.begin(), s.end());\
-        PATH_TEST_EQ(p10.string(), expected);\
+        path p11(p);\
+        p11.concat(s.begin(), s.end());\
+        PATH_TEST_EQ(p11.string(), expected);\
     }
 
 void concat_tests()